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Used
Jeep cars
for sale
near
Winnetka, IL
under $899,990
- Down Payment
- $0
- Net trade-in value
- $0
- Months
- 72
- APR
- 7.0%
- Sales tax
- 0.0%
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
Used
2023 Jeep Gladiator High Altitude 4x4
Vehicle information
Features
Reviews
Lisa and Larnell were great.
Lisa and Larnell were great. Lisa made the car buying experience comfortable and answered all my questions. Larnell addressed my concerns and closed the deal. Great job guys!
MOST importantly it is a JEEP.
MOST importantly it is a JEEP. If you want a luxury vehicle, buy one, if you want a full-size truck, buy one, if you want a sports car, buy one, the Jeep Gladiator is none of these. It is designed to be a mid-sized pick-up yet still be a Jeep, it does this PERFECTLY. I have owned 9 Jeeps over the years, as early as 1978 up through 2006; the Jeeps today are full of more amenities and comfort than they ever have been in history. I have 2 Gladiators; a '23 Mojave, and a '23 Diesel Overland, both of them are INCREDIBLE vehicles on and off road, and MORE than fit the bill for a light duty pick-up, superseding most others on the market, and I am even comparing to any of the 5 Tacoma's I have owned. If you are in the market for a light duty pick-up, you can't beat it; whether it is a loaded up graded model, or even the base model, it is still a truck with 4WD, straight axles, and still available with a manual transmission. VERY happy with both of mine!
Used
2022 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
The best vehicle that I've ever owned!
The best vehicle that I've ever owned! It's never needed to go back to the dealer for any work or new vehicle adjustments. I will get another Gladiator after this one!
Used
2024 Jeep Grand Cherokee L Laredo
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Features
Reviews
I have never owned a Jeep before and barely even
I have never owned a Jeep before and barely even considered an SUV. I've always been a luxury sedan guy, but this Jeep Grand Cherokee L Overland 4x4 has completely changed my mind. The exterior and interior designs are on par with most SUVs and remind me of the luxury sedans I have previously driven. Tech options are better than I've ever had in any other car. The ride and comfort are better than anything I've ever experienced before. Very dependable so far but I'm still under 1000 miles. I'm very pleased with my purchase decision.
Used
2022 Jeep Grand Cherokee WK Laredo
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Features
Reviews
Though I ended up not purchasing the car, they were great
Though I ended up not purchasing the car, they were great with getting me the information I needed to make my decision. Very friendly and accommodating.
Just bought a gently used `22 Jeep Grand Cherokee WK in
Just bought a gently used `22 Jeep Grand Cherokee WK in diamond black. I love it! It was a prior lease with just 18k miles on it. I have had it for a few weeks and I am thrilled! Stereo is amazing and it even has a nice factory sunroof and tow package!
Used
2017 Jeep Wrangler Unlimited Sahara
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Features
Reviews
I had my CR-V regular maintenance completed this week.
I had my CR-V regular maintenance completed this week. Excellent service from start to finish. The bill was higher than I expected but I guess everything costs more nowadays.
nashville 2
driving now 1 1/2 years. still love it. 59,000 mi. rec. chang rear end oil. mine had broken bits of gear. much better now. leaks from windsheld area, gotta work on that. overall still jeep'n--- please stop putting ducks on my jeep
Used
2024 Jeep Grand Cherokee 4xe Base
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Features
Reviews
A must stop for Audi newbies
We had been searching causally for a few months for a plug in hybrid suv. We had toured a bunch of different brands and nothing felt right. We made an appt to see one at this dealership and we’re blown away. The team gave us our most in depth tour (over 2 hours ), helped us navigate finances and find the perfect vehicle. We loved working with Wesley and Jazmin. We’re based in the city, but found the dealership so easy to get to. As young professionals, this was our first big car purchase and know it won’t be out last with this team.
It is a GOOD Jeep and I LOVE everything about it the
It is a GOOD Jeep and I LOVE everything about it the color and EVERYTHING it have in it and the drive and the performance
Used
2024 Jeep Grand Wagoneer Series III 4x4
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Features
Reviews
Excelente servicio por parte de JC.
Excelente servicio por parte de JC. Se tomó el tiempo para encontrar lo que yo necesitaba. Eso es dar la importancia ha un cliente. Súper bien atendida. Muy agradecida JC.
Used
2024 Jeep Grand Cherokee 4xe Summit
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Features
Reviews
Chris McCabe was knowledgeable and easy to deal with.
Chris McCabe was knowledgeable and easy to deal with. The car described was the car I got.
Used
2025 Jeep Gladiator Rubicon
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Features
Reviews
It was a pleasant experience.
It was a pleasant experience. The manager, Matt Ashford, was a very profession person to work with. The service department was very cooperative to work with.
Jeep Certified
2024 Jeep Gladiator Willys
Vehicle information
Features
Reviews
What a wonderful experience with the CJ Alvarado and the
What a wonderful experience with the CJ Alvarado and the Marino team. He exhibited true professionalism from the phone calls, emails, and the final business deal! I felt like a received a fair trade-in.
It’s a Jeep, so people who buy this understand what it’s
It’s a Jeep, so people who buy this understand what it’s all about, great off road performance, reliable and fun to drive. The Gladiator is unique because it’s a pickup and gives you more flexibility on abilities to carry more, but doesn’t hamper performance in any way, also, priced well compared to similar vehicles.
Used
2022 Jeep Wrangler Unlimited Sahara
Vehicle information
Features
Reviews
The salesman and finance guy were friendly, knowledgeable
The salesman and finance guy were friendly, knowledgeable and zero pressure. They really helped us find the best deal possible. Hey management! How bout rewarding them. Also your storeroom needs a makeover - stat
The Sahara high altitude with the sky one touch roof is
The Sahara high altitude with the sky one touch roof is awesome. The one touch opens or closed in 15 seconds. This is a game changer as we do not hesitate to open the roof in all different weather conditions. Reason is if bad weather or hot weather gets us we can have the roof closed in little time. The ride is very smooth. Noise is low at highway speeds. Overall, we really all the accessories and sound system. Definitely, recommend.
Used
2022 Jeep Grand Cherokee 4xe Base
Vehicle information
Features
Reviews
Very competitive price and willing to negotiate.
Very competitive price and willing to negotiate. Good overall experience. Edwin was a great sales person and he has followed up already a few times to ensure we are happy and have everything we need. Would highly recoomend.
A legitimately high-end vehicle supported low-end
I have had several hybrid SUVs, Lexus and Mercedes, and this is at the top of the list for me. The hybrid drive is seamless, smooth, and responsive at all speeds. This is the largest hybrid SUV I have owned and yet, it is the most fuel efficient. Amazing mileage around town (50+ mpg) and highway cruising with the little 4-cylinder is very efficient. At highway speeds the transmission keeps the small internal combustion engine from working too hard but when power is needed for passing the combination of torque from the electric power plant along with the turbocharger provides instant responsiveness. Inside, the SUV is roomy and luxurious. The finishes benefit from the Italian roots of the owners to provide a beautiful harmony of design with soft supple leather and rich hardwood trim. The electronics work extremely well from the MacIntosh sound system to the driver assist and lane-keeping features that virtually drive the vehicle for you. The seat air conditioning and built-in massagers make even long driving trips relaxing. Yes, there have been some recalls, expected in an early edition of a new model. The only negative has been in servicing the recalls. Jeep dealers are still basically just old Chrysler/Plymouth/Dodge operations that are not prepared to handle high-end vehicles and the customers they attract. Too few technicians, and poor scheduling between the service writers and the shop. The service waiting areas are designed for truck drivers not owners of luxury automobiles. Stellantis may have upgraded the vehicles to a much higher level but their achilles heel is the dealer service network.
Used
2021 Jeep Wrangler Unlimited Sahara
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Features
Reviews
Great dealership.
Great dealership. Easy going people, they take their time to explain everything you have questions about and try and help you anyway they can. Kevin was awesome to work with!
Jeep did a great job on the JL
I special ordered my 2021 4 dr Sahara in Feb of 2022 and received it 4/1. I have previously owned 4 JK models over the yrs. The 2021 I just love. the interior appts, the dash layout with the nav. I got the upgraded leather seats and paint color white with One Touch Skyview top. Got the 3.6 with E torque for powerplant. They improved on the brakes vs JK. Much stronger!
Used
2020 Jeep Wrangler Unlimited Freedom 4X4
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Features
Reviews
Jay was great.
Jay was great. He always provides excellent service. Work was done quickly and properly. The car was washed as usual. I would highly recommend this dealership.
It’s currently summer 2025, I’ve owned my 2020 Wrangler
It’s currently summer 2025, I’ve owned my 2020 Wrangler Sahara since spring 2021. I LOVE my jeep and have had ZERO issues with it. This is my 2 nd Wrangler, first one was 2915 New. No issues with it at either. Mine is a 4 cl turbo. I didn’t want that I wanted a 6 cl. My husband convinced me to buy it and I’m glad I did. I have 59,000. Miles currently and I haven’t had to replace anything besides general maintenance.
Used
2023 Jeep Gladiator Sport
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Features
Reviews
I needed to go for some minor service.
I needed to go for some minor service. John Napientek greeted me promptly and helped me right away. John does an excellent job explaining everything. He does a great job representing Nissan and it is a pleasure to work with him. Great job John.
Always go to Pilson auto, we always use the same
Always go to Pilson auto, we always use the same salesman. Always have a good experience! The salesman always answers calls and texts even if he is not at work! Everyone there has always been extremely friendly and helpful!
Used
2023 Jeep Gladiator High Altitude 4x4
Vehicle information
Features
Reviews
Battery
Todd was very helpful and made sure my car was pulled inside when leaving as it was very slippery outside
Jeep lifestyle
This is my 3rd Gladiator, I really enjoy the Jeep lifestyle, the Gladiator has been a great addition to my family and we have a ton of fun with it. It’s very versatile we use it for pulling our boat and Travel trailer and for everything else!!
Jeep Certified
2022 Jeep Wrangler Unlimited Sahara
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Features
Reviews
Svet was amazing omg he helped me soooo much he was nice
Svet was amazing omg he helped me soooo much he was nice patient and he got me what was affordable for my daughter and I this man is definitely an angel and he’s very professional he’s the best there is
I love my Jeep
This is my 2nd Jeep Wrangler. I absolutely love it!!!! I ordered it new, so I have all the bells and whistles I wanted. The SOT is fabulous. It is so fun to drive and I get compliments all the time about how beautiful it is. Receiving ducks and giving out ducks is a blast. The Jeep wave is awesome, too. Wranglers also keep their value.
Used
2015 Jeep Wrangler Unlimited Sport
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Features
Reviews
It was fast and good quality service as in the past.
It was fast and good quality service as in the past. Staff were nice and knowledgeable. Price was reasonable. If repair is is needed, I will go back there.
This Jeep is very good I've added some extras
I've added aftermarket exhaust and a computer chip and the roar pedal also KNN air filter and bigger tires 35 so far it is a lot of fun to drive
Used
2020 Jeep Wrangler Unlimited Sport
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Features
Reviews
Great experience, quick to set up, check in and out and
Great experience, quick to set up, check in and out and everything was quoted with pricing. Time was appropriate for the amount of work done
Sahara Unlimited - She is such a Jeep!
I love my 2020 Sahara Unlimited. She is beautiful but still drives and handles like a jeep, which is why I wanted her. The stock tires for the unlimited are bigger than regular tires, and makes her fierce! I have almost 30K on mine and have had no problems (knock on wood) whatsoever. It is a joy to ride with or without the top off. Easy to remove the driver and passenger top for a quick fun ride. Easy but a little heavy to remove the entire top, but totally worth it. I've even had it on the beach and it handles like a dream!
Used
2021 Jeep Grand Cherokee L Overland
Vehicle information
Features
Reviews
Great Service
Roger was very attentive and helpful to me. He made sure to address all of my questions, too. The service was fast and efficient. Thank you, Roger!
This has been an amazing vehicle!
This has been an amazing vehicle! Super comfortable and will buy again. Loved all of the tech and comfort features to make each trip the best. I have owned a lot of cars and this one has the most intuitive features by far.
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
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This vehicle is certified pre-owned, backed by a manufacturer warranty, and typically undergoes a rigorous multi-point inspection to ensure quality and reliability.
This vehicle is currently in high demand given its competitive price, desirable features, and overall condition, and may have a higher chance of selling quickly.
